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Cabo San Lucas

$88+ Cheap flights from Chicago (CHI) to Cabo San Lucas, Mexico

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/18. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SJD
Jan 5 — Jan 121
Sun 1/5
Sun 1/12
1 adult, Economy
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The best prices from Chicago to Cabo San Lucas are usually found in July or August, booked 34 days in advance, depart on a Tuesday or Monday and return on a Monday

Cheap flight deals from Chicago to Cabo San Lucas

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Cabo San Lucas (C4B). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated December 31, 2024.

Round-trip from

$425
(Kiwi.com)

One-way from

$88
(Viva)

Popular in

December

Cheapest in

July

Average price

$807
From Chicago (CHI) to Cabo San Lucas
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One-way flight from Chicago (CHI) to Cabo San Lucas
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High demand for flights, 9% potential price rise
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Best time to find cheap flights, 3% potential price drop
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Average for round-trip flights in December 2024
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Find flight deals from Chicago to Cabo San Lucas

Cheapest flights from Chicago to Cabo San Lucas
Explore the most affordable flight options available from Chicago to Cabo San Lucas. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 31, 2024.

This Kiwi.com deal was found by Cheapflights users on 12/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/313:45 pmORD - SJD
1 stop18h 40mMultiple Airlines
Wed 1/13:45 pmSJD - ORD
1 stop8h 17mMultiple Airlines
Deal found 12/30$801
This United Airlines deal was found by Cheapflights users on 12/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/3011:20 amORD - SJD
Nonstop4h 53mUnited Airlines
Thu 1/23:27 pmSJD - ORD
1 stop7h 32mUnited Airlines
Deal found 12/29$863
This American Airlines deal was found by Cheapflights users on 12/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/307:20 pmORD - SJD
1 stop15h 58mAmerican Airlines
Mon 1/63:25 pmSJD - ORD
1 stop12h 47mAmerican Airlines
Deal found 12/30$912
This Delta deal was found by Cheapflights users on 12/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/306:20 amORD - SJD
1 stop7h 45mDelta
Thu 1/22:10 pmSJD - ORD
1 stop7h 42mDelta
Deal found 12/29$917
This Viva deal was found by Cheapflights users on 12/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/291:15 amORD - SJD
1 stop9h 10mViva
Thu 1/23:45 pmSJD - ORD
1 stop25h 00mViva
Deal found 12/29$924
This Southwest deal was found by Cheapflights users on 12/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/306:15 amORD - SJD
2 stops10h 20mSouthwest
Thu 1/21:25 pmSJD - ORD
1 stop8h 10mSouthwest
Deal found 12/29$968
This Southwest deal was found by Cheapflights users on 12/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/3010:40 pmMDW - SJD
2 stops16h 05mSouthwest
Fri 1/31:25 pmSJD - MDW
2 stops10h 25mSouthwest
Deal found 12/30$990
This Kiwi.com deal was found by Cheapflights users on 12/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/317:50 pmMDW - SJD
1 stop12h 41mVolaris
Thu 1/25:08 pmSJD - MDW
1 stop14h 37mVolaris
Deal found 12/30$1,257
This Alaska Airlines deal was found by Cheapflights users on 12/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/306:56 pmORD - SJD
2 stops22h 09mAlaska Airlines
Mon 1/67:59 pmSJD - ORD
2 stops21h 00mAlaska Airlines
Deal found 12/30$1,368
This Delta deal was found by Cheapflights users on 12/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/316:00 amMDW - SJD
1 stop9h 02mDelta
Sun 1/51:31 pmSJD - MDW
1 stop7h 35mDelta
Deal found 12/31$1,396
This Aeromexico deal was found by Cheapflights users on 12/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Aeromexico is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/316:00 amMDW - SJD
1 stop7h 26mAeromexico
Sun 1/51:31 pmSJD - MDW
1 stop25h 50mAeromexico
Deal found 12/30$1,622

Find flights from Chicago to Cabo San Lucas within your budget

Customize your flight search to find flights from Chicago to Cabo San Lucas that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 31, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Wed 2/19

12:48 am-7:22 pm

1 stop19h 34m

San José del Cabo Los Cabos

Mon 2/24

3:45 pm-4:37 am

2 stops11h 52m

$425

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

Fri 2/28

7:55 pm-10:42 am

1 stop15h 47m

San José del Cabo Los Cabos

Mon 3/10

8:13 am-7:14 pm

1 stop9h 01m

$425

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Sat 3/15

1:55 am-8:02 pm

2 stops20h 07m

San José del Cabo Los Cabos

Sun 3/23

12:20 pm-12:15 am

1 stop9h 55m

$427

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Mon 3/31

6:35 am-3:10 pm

1 stop10h 35m

San José del Cabo Los Cabos

Sat 4/5

3:20 pm-12:15 am

1 stop6h 55m

$429

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

Sun 3/16

8:39 pm-7:33 am

1 stop12h 54m

San José del Cabo Los Cabos

Sun 3/23

7:30 am-7:14 pm

1 stop9h 44m

$432

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Wed 2/5

6:55 pm-6:49 pm

2 stops24h 54m

San José del Cabo Los Cabos

Fri 2/7

4:54 pm-5:59 pm

2 stops24h 05m

$445

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Wed 3/12

9:04 am-11:57 am

Nonstop4h 53m

San José del Cabo Los Cabos

Wed 3/19

11:49 am-5:58 pm

Nonstop4h 09m

$512

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Tue 1/28

1:03 am-10:04 am

1 stop10h 01m

San José del Cabo Los Cabos

Tue 2/4

10:57 am-11:49 pm

2 stops11h 52m

$522

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

Sun 2/2

6:00 am-2:11 pm

1 stop9h 11m

San José del Cabo Los Cabos

Fri 2/7

1:41 pm-10:20 pm

1 stop7h 39m

$526

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Mon 1/13

8:30 pm-1:40 pm

1 stop18h 10m

San José del Cabo Los Cabos

Mon 1/20

2:45 pm-8:57 am

1 stop17h 12m

$527

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/29

Showing 1-10 of 28 results
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Best time to book a flight from Chicago to Cabo San Lucas

Have a flexible travel schedule? Discover the best time to fly to Cabo San Lucas from Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from Chicago to Cabo San Lucas

Get recent, data-driven insights about flights from Chicago to Cabo San Lucas including ideal travel times, pricing trends, and more.

How far ahead should I book a flight from Chicago to Cabo San Lucas?

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Cabo San Lucas. Price data was last updated on December 27, 2024.

Booking 34 days in advance of your planned departure date is, on average, the best time to get cheap flights from Chicago to Cabo San Lucas. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

What is the cheapest month to book a flight from Chicago to Cabo San Lucas?

Currently, January is the cheapest month in which you can book a flight from Chicago to Cabo San Lucas (average of $437). Flying from Chicago to Cabo San Lucas in June is currently the most expensive (average of $560). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CHI to C4B?

Find hourly flight availability from Chicago to Cabo San Lucas. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 31, 2024.

When flying from Chicago to Cabo San Lucas, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

What is the cheapest day to fly from Chicago to Cabo San Lucas?

Use this chart to determine the cheapest time to fly round-trip from Chicago to Cabo San Lucas. Price data was last updated on January 14, 2024.

Travelers seeking maximum savings on their Chicago to Cabo San Lucas flight should consider departing on Saturday at noon when fares are most often at their lowest. Thursday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Chicago to Cabo San Lucas

Explore weekly flight availability from Chicago to Cabo San Lucas. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated December 31, 2024.

The most flights from CHI to C4B are scheduled on a Monday (4 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (2 on average).

Rainfall in Cabo San Lucas by month

Plan your trip to Cabo San Lucas by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Cabo San Lucas ranges from 0.0 - 4.5 inches per month. September is typically the wettest month, when rainfall can reach 4.5 in. March is typically the driest time to visit Cabo San Lucas when rainfall is around 0.0 in.

Temperature in Cabo San Lucas by month

Plan your trip to Cabo San Lucas by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Cabo San Lucas, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 84.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 66.2 F).

Reviews of airlines servicing Cabo San Lucas

Get insights into the airlines that provide service to Cabo San Lucas. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Cabo San Lucas. Reviews last updated December 31, 2024.
Get a feel of what it's like to fly with Volaris, Viva and Alaska Airlines from Chicago to Cabo San Lucas by reading reviews from past customers. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,708 reviews

Entertainment

7.7

Overall

8.1

Boarding

8.2

Crew

8.7

Food

7.2

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Southwest
8.1
Very good
4,708 reviews
Southwest
8.1
Very good
4,708 reviews

Entertainment

7.7

Overall

8.1

Boarding

8.2

Crew

8.7

Food

7.2

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Alaska Airlines
8.0
Very good
9,599 reviews
Southwest
8.1
Very good
4,708 reviews

Entertainment

7.7

Overall

8.1

Boarding

8.2

Crew

8.7

Food

7.2

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Delta
8.0
Very good
8,537 reviews
Southwest
8.1
Very good
4,708 reviews

Entertainment

7.7

Overall

8.1

Boarding

8.2

Crew

8.7

Food

7.2

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Aeromexico
7.5
Good
1,885 reviews
Southwest
8.1
Very good
4,708 reviews

Entertainment

7.7

Overall

8.1

Boarding

8.2

Crew

8.7

Food

7.2

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

United Airlines
7.4
Good
8,980 reviews
Southwest
8.1
Very good
4,708 reviews

Entertainment

7.7

Overall

8.1

Boarding

8.2

Crew

8.7

Food

7.2

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Cabo San Lucas. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest airlines to fly from Chicago to Cabo San Lucas one-way?

    One-way options have recently been found by users for as low as $88 on Viva. Other airlines that offer cheap prices include Volaris from $121 and Frontier from $152 one-way.

  • What are the most reliable airlines from Chicago to Cabo San Lucas?

    The top 3 most reliable airlines when flying from Chicago to Cabo San Lucas are American Airlines (99%), Emirates (82%) and United Airlines (82%).

  • What are the cheapest flights from Chicago to Cabo San Lucas?

    While on average a flight from Chicago to Cabo San Lucas is generally $924, our data shows the cheapest flight currently is $233. When looking at the most popular route, (Chicago O'Hare Intl - San José del Cabo Los Cabos), you can expect to pay $259 for that flight.

  • Can I find deals for flights from Chicago to Cabo San Lucas that include hotel bookings?

    Yes. In addition to deals on Chicago to Cabo San Lucas flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Cabo San Lucas?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Cabo San Lucas.

  • Can I find deals for business class flights from Chicago to Cabo San Lucas?

    Yes. Cheapflights offers flight deals from Chicago to Cabo San Lucas by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to Cabo San Lucas?

    Currently, January is the cheapest month in which you can book a flight from Chicago to Cabo San Lucas (average of $437). Flying from Chicago to Cabo San Lucas in June is currently the most expensive (average of $560). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Top 7 airlines flying from Chicago to Cabo San Lucas

Discover the top 7 airlines that operate flights from Chicago to Cabo San Lucas. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 31, 2024.
AirlineCheapestAverageFlexibilityOn-time
VivaCheapest$268Average$414FlexibilityNo cancel feeOn-timeN/A
VolarisCheapest$323Average$399FlexibilityNo cancel feeOn-time79%
DeltaCheapest$400Average$678FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$404Average$655FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$404Average$594FlexibilityNo cancel feeOn-time71%
AeromexicoCheapest$426Average$570FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$527Average$850FlexibilityNo cancel feeOn-time63%
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